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Structure of 27582-24-7
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5-Methyl-3H-imidazo[4,5-b]pyridine serves as a privileged heterocyclic scaffold in medicinal chemistry, featuring a fused imidazole-pyridine core with a methyl substituent at the 5-position. This electron-rich system enhances metabolic stability and facilitates π–π stacking interactions in target binding pockets. The compound demonstrates excellent bench stability and solubility in common organic solvents, enabling straightforward integration into multi-step synthetic sequences for drug discovery campaigns.
5-Methyl-3H-imidazo[4,5-b]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, offering a rigid, planar scaffold with defined nitrogen positioning. It functions as a key core for kinase inhibitors and CNS-targeted therapeutics, enabling efficient derivatization via electrophilic substitution or transition-metal-catalyzed coupling. The methyl group provides a handle for selective functionalization, while the imidazopyridine framework exhibits favorable metabolic stability and moderate lipophilicity. Its bench-stable nature and compatibility with standard purification methods make it suitable for high-throughput synthesis and lead optimization campaigns.
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GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Lot numbers can be found on the outside label of a product: